通过钯催化2-（炔基）芳基异氰酸酯与有机硼试剂的环化反应立体选择性合成3-亚烷基氧化吲哚。
Stereoselective synthesis of 3-alkylideneoxindoles by palladium-catalyzed cyclization reaction of 2-(alkynyl)aryl isocyanates with organoboron reagents.
作者信息
Miura Tomoya, Toyoshima Takeharu, Takahashi Yusuke, Murakami Masahiro
机构信息
Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto 615-8510, Japan.
出版信息
Org Lett. 2008 Nov 6;10(21):4887-9. doi: 10.1021/ol801844w. Epub 2008 Oct 7.
PMID:18837553
Abstract
A palladium(0)/monophosphine catalyst promotes a cyclization reaction of 2-(alkynyl)aryl isocyanates with organoboron reagents to produce stereodefined 3-alkylideneoxindoles. The alkynyl and isocyanato groups undergo oxidative cyclization with Pd(0) to form an oxapalladacycle intermediate. Subsequent transmetalation and reductive elimination afford the product.
摘要
钯（0）/单膦催化剂促进2-（炔基）芳基异氰酸酯与有机硼试剂的环化反应，生成具有立体构型的3-亚烷基氧化吲哚。炔基和异氰酸酯基团与Pd（0）发生氧化环化反应，形成氧钯环中间体。随后的转金属化和还原消除反应得到产物。
Zotero 插件